Enantiomeric 2-anilino-2-oxo-1,3,2-oxazaphosphorinanes: Synthesis and NMR-investigation of their non-racemic mixtures

Autor: Andrzej Okruszek, Andrei B. Ouryupin, Mikhail I. Kadyko, Ryszard Kinas, Wojciech J. Stec, Pavel V. Petrovskii, E. I. Fedin
Rok vydání: 1995
Předmět:
Zdroj: Tetrahedron: Asymmetry. 6:1813-1824
ISSN: 0957-4166
DOI: 10.1016/0957-4166(95)00227-g
Popis: Enantiomeric R-(−)- and (S)-(+)-2-anilino-2-oxo-1,3,2-oxazaphosphorinanes ( 1 ) have been synthesized by catalytic debenzylation of separated diastereomers of 3-(α-methylbenzyl)-2-anilino-2-oxo-1,3,2-oxazaphosphorinanes. Self-induced diastereomeric anisochronicity in non-racemic mixtures of these enantiomers was shown to vary with enantiomeric composition, overall specimen concentration, and temperature. The equilibrium constants of monomer-dimer and homo-cross-associate diastereomeric equilibria are estimated for the first time.
Databáze: OpenAIRE